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Compare 702 Apartments in Osprey with updated reviews, rates, and availability.

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (299)
"Convenient location, property needs more home comforts like towel bars, cups, bowls, baking dish etc. Also two sets of linens for a week stay is needed. "
The Ringling Beach House

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (302)
"I love that this property is right on the beach. We were there over Christmas. The property was not fully booked, so it was fairly quiet. The Gulf was too cold for us, but we enjoyed using the the provided lounge chairs to relax on the beach. Lots of shelling to do. Not a lot of people at this time. Pool was not a bad temperature and was clean. The property looks like an old motor lodge, but they have kept it nice. Our room did not have a lot of updates, but it was sufficient. A roll of paper...
Sea Club I Beach Resort

Siesta Key Village-Suite #3: A Block to the Beach!

9.2 out of 10, Wonderful, (44)
"Perfect spot and nice place! Very easy walk everywhere! No need for a car! Definitely would recommend to anyone!!!The only negative thing was how late check in was & how early checkout was. Just be prepared!"
Siesta Key Village-Suite #3: A Block to the Beach!

Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking

8.6 out of 10, Excellent, (58)
"Perfect little place for a couple! "
Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking

Charming Studio Unit Across from Lido Key Beach

9.0 out of 10, Wonderful, (14)
"The place was amazing!!! Clean,safe,comfortable great location!!! It had beach chairs and a cooler and umbrella towels!!! I had an amazing stay!!!! Thanks ago!!!"
Charming Studio Unit Across from Lido Key Beach

Beachside Studio Located Across from Main Beach and Half Mile to Village

8.8 out of 10, Excellent, (149)
"Place was clean & comfortable, bathroom a little small"
The price is SAR 465
SAR 1,317 total
includes taxes & fees
30 Apr - 1 May
Beachside Studio Located Across from Main Beach and Half Mile to Village

Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!

10.0 out of 10, Exceptional, (39)
"I had an absolutely incredible stay at this beachfront accomodation! The location couldn’t be more perfect—just steps away from the ocean.The home itself is packed with thoughtful features and amenities. The kitchen was fully stocked with everything we needed to cook (and then some!), including a blender, coffee maker, and spices. The living space was bright, airy, and tastefully decorated with beachy vibes throughout. The host was incredibly responsive and kind. We will definitely return"
Steps to Siesta Key BEACH! Pool, Tennis Court, Shuffle Board, Basketball!

Villa in Osprey that sleeps the whole family

9.8 out of 10, Exceptional, (30)
"Great stay! The place was clean and roomy. Tucked back in a quiet area and close to the beach. I would 100% come back!"
Villa in Osprey that sleeps the whole family

Siesta Cooler: Only Minutes Walk to Siesta Beach!

9.6 out of 10, Exceptional, (44)
"Great location. Close to food, shops and the beach "
The price is SAR 743
SAR 1,545 total
includes taxes & fees
24 Apr - 25 Apr
Siesta Cooler: Only Minutes Walk to Siesta Beach!

Tiny House Calypso with 1st floor sleeping

8.4 out of 10, Very Good, (6)
"Perfect for a short weekend. The fact that it was a 3 mile drive to the beach was even better!"
The price is SAR 334
SAR 664 total
includes taxes & fees
6 May - 7 May
Tiny House Calypso with 1st floor sleeping

Casey Key Resort - Gulf Shores

3.0 star property
8.2 out of 10, Very Good, (253)
"We had an incredible weekend stay at the Casey Key Resort in Nokomis. The staff were amazing, the accommodations were elegant, the location was IDEAL (especially for a fisherman), and the views were PRICELESS. We stayed in a cozy cabin and had access to both the gorgeous white sandy beaches of the gulf along with dock access to the Intercoastal Waterway. I would highly recommend this small little hotel as it is both cozy and wonderfully located on Casey Key."
The price is SAR 878
SAR 1,042 total
includes taxes & fees
1 May - 2 May
Casey Key Resort - Gulf Shores

Studio Retreat Across the Street from Beautiful Siesta Key Beach

8.8 out of 10, Excellent, (149)
"We had the best getaway! Easy to walk to the town, right across the street from the beach, clean, plenty of room for two adults and two kids. We will be back!!"
The price is SAR 484
SAR 1,342 total
includes taxes & fees
28 Apr - 29 Apr
Studio Retreat Across the Street from Beautiful Siesta Key Beach

Siesta Key Village-Suite #1: A block to the Beach!

9.8 out of 10, Exceptional, (35)
"My husband and I had 2 extra days on Siesta Key and had a great time in this unit. It was clean and the host was great to work with. Great location. "
Siesta Key Village-Suite #1: A block to the Beach!

Venice Beach Studio-centrally located-Great Price-Clean-Private

10.0 out of 10, Exceptional, (9)
"We enjoyed our 4 nights here at Debbie's place.We had our privacy and never even met Debbie,we were able to say our goodbyes to her friend Barbie who was very nice. We cooked dinner one night, steak's on the grill and baked potatoes,it was perfect! Thank you Debbie for an amazing place to stay on our vacation,your studio was perfect for everything we needed. Oh and loved the high water pressure from the shower 😊"
Venice Beach Studio-centrally located-Great Price-Clean-Private

The Beach Club at Siesta Key #106C Resort by RVA

9.4 out of 10, Exceptional, (95)
"Rental was clean and well taken care of. Love how close we were to the beach! Would stay here again!"
The price is SAR 544
SAR 1,151 total
includes taxes & fees
23 Apr - 24 Apr
The Beach Club at Siesta Key #106C Resort by RVA

Shorewalk Vacation Villas

2.0 star property
8.8 out of 10, Excellent, (705)
"Very nice facility. Quiet , clean, nice beds and kitchen"
Shorewalk Vacation Villas

Cozy Retreat Close to Hospital

10.0 out of 10, Exceptional, (2)
"The rental is as advertised, close to many things to do in the area, very clean and the owner is very responsive to my questions and requests. Would recommend "
The price is SAR 441
SAR 1,047 total
includes taxes & fees
4 May - 5 May
Cozy Retreat Close to Hospital

Sunshine 2-bedroom Shorewalk condo near beaches, IMG - Pickleball, Pool Lakeview

10.0 out of 10, Exceptional, (4)
"We enjoyed our stay very much. This condo is beautifully decorated and very comfortable. Very safe neighborhood close to everything. Highly recommend!"
Sunshine 2-bedroom Shorewalk condo near beaches, IMG - Pickleball, Pool Lakeview

Cozy & peaceful 1 bedroom condo with a balcony a block from Lido Beach

Cozy & peaceful 1 bedroom condo with a balcony a block from Lido Beach

Cozy and Private Studio Retreat near Downtown & Beaches

10.0 out of 10, Exceptional, (14)
"The property was just what we needed, simple and clean place to stay. Off street parking and easy checkout. "
Cozy and Private Studio Retreat near Downtown & Beaches
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Osprey

Huge Pool, Close to Beaches, Restaurants, Shopping & More!

9.6 out of 10, Exceptional, (22)
"What a wonderful place to relax! Will definitely recommend to family and friends and even come back to stay!"
Huge Pool, Close to Beaches, Restaurants, Shopping & More!

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4629)
"Nice place and clean! Staff was very friendly and helpful. "
The price is SAR 522
SAR 674 total
includes taxes & fees
21 Apr - 22 Apr
Tropical Beach Resorts

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2113)
"Location is great..Crescent Beach within a reasonable walking distance. The suite was clean and comfortable. The staff were very helpful. The pool is a nice feature. Extra amenities like beach towels, chairs , umbrellas, grills to cook on were nice. Only negative was that the street is busy so the traffic is a little loud by the pool or if you are sitting outside your room. Inside it is not a bother.This is my second time here... I would come back."
The price is SAR 619
SAR 699 total
includes taxes & fees
4 May - 5 May
Hibiscus Suites - Gateway to Siesta Key
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What's it like to stay at an apartment in Osprey?
You’ll find 10 apartments to choose from in Osprey for your vacation. Why not take time to enjoy the popular beaches or seek out the top-notch restaurants? Discover some favorite places in the larger area like Siesta Key Beach and Venice Beach.
How do you know if an apartment is the right choice for your stay?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay in a quieter area.
What's a favorite apartment for my stay in Osprey?
Here are some of the favorite apartments in the area to choose from: The Ringling Beach House: Located in Siesta Key, 6.6 mi/10.7 km from the heart of Osprey. Includes free WiFi, private patios, and separate dining areas. Free parking and an outdoor pool are on site. Sea Club I Beach Resort: Located 16.3 mi/26.2 km away in Longboat Key. Amenities include free WiFi. Free parking and onsite laundry facilities are on site. Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking: It’s located in Siesta Key, 7.3 mi/11.8 km away. Siesta Key Village-Suite #3: A Block to the Beach!: 7.1 mi/11.4 km away in Siesta Key. Free WiFi, sofa beds, and Smart TVs are included.
How many apartments can I expect to find in Osprey?
Expedia has 10 apartments to book in Osprey.
What will the weather be like when I travel to Osprey?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Osprey. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches.
What should I see and do in Osprey?
People visiting Osprey come for its restaurants and beaches. Family-friendly attractions include Jim Neville Marine Preserve and Nancy’s Consignments, whereas Turtle Beach and Nokomis Beach are a couple of great spots to enjoy the outdoors. Siesta Key Beach and Venice Beach are other popular places to visit in the area.
What's the best way to get to and around Osprey?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Sarasota-Bradenton Intl. Airport (SRQ), which is located 13.8 mi (22.2 km) from the city center. If you’d like to venture out around the area, you may want to rent a car for your trip.